N-[[3-(1,3-dioxolan-2-yl)thien-2-yl]sulfonyl]-N-[(4-methoxyphenyl)methyl]-glycine ethyl ester

Base Information

Chemical Name:N-[[3-(1,3-dioxolan-2-yl)thien-2-yl]sulfonyl]-N-[(4-methoxyphenyl)methyl]-glycine ethyl ester
CAS No.:286958-55-2
Molecular Formula:C₁₉H₂₃NO₇S₂
Molecular Weight:441.526
Hs Code.:

Synonyms:N-[[3-(1,3-dioxolan-2-yl)thien-2-yl]sulfonyl]-N-[(4-methoxyphenyl)methyl]-glycine ethyl ester

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Chemical Property of N-[[3-(1,3-dioxolan-2-yl)thien-2-yl]sulfonyl]-N-[(4-methoxyphenyl)methyl]-glycine ethyl ester

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Technology Process of N-[[3-(1,3-dioxolan-2-yl)thien-2-yl]sulfonyl]-N-[(4-methoxyphenyl)methyl]-glycine ethyl ester

There total 3 articles about N-[[3-(1,3-dioxolan-2-yl)thien-2-yl]sulfonyl]-N-[(4-methoxyphenyl)methyl]-glycine ethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

: 824-94-2
p-methoxybenzyl chloride

: 198774-60-6
N-[[3-(1,3-dioxolan-2-yl)-2-thienyl]sulfonyl]-glycine ethyl ester

: 286958-55-2
N-[[3-(1,3-dioxolan-2-yl)thien-2-yl]sulfonyl]-N-[(4-methoxyphenyl)methyl]-glycine ethyl ester

Guidance literature:: N-[[3-(1,3-dioxolan-2-yl)-2-thienyl]sulfonyl]-glycine ethyl ester; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 5 ℃; for 0.5h;

p-methoxybenzyl chloride; With sodium iodide; In N,N-dimethyl-formamide; at 20 ℃; for 18h;
DOI:10.1016/S0968-0896(00)00026-2

Reference yield:

: 13250-82-3
2-(thiophen-3-yl)-1,3-dioxolane

: 286958-55-2
N-[[3-(1,3-dioxolan-2-yl)thien-2-yl]sulfonyl]-N-[(4-methoxyphenyl)methyl]-glycine ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.83 h / -70 °C

1.2: SO₂ / tetrahydrofuran; hexane / 1 h / 20 °C

1.3: N-chlorosuccinimide / CH₂Cl₂ / 18 h

2.1: 16.5 g / aq. NaHCO₃ / CH₂Cl₂ / 3 h / 20 °C

3.1: sodium hydride / dimethylformamide / 0.5 h / 0 - 5 °C

3.2: 98 percent / NaI / dimethylformamide / 18 h / 20 °C

With n-butyllithium; sodium hydride; sodium hydrogencarbonate; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Substitution / 1.3: Chlorination / 2.1: Substitution / 3.1: deprotonation / 3.2: Alkylation;
DOI:10.1016/S0968-0896(00)00026-2

Reference yield:

: 103011-38-7
3-(1,3-dioxolan-2-yl)thiophene-2-sulfonyl chloride

: 286958-55-2
N-[[3-(1,3-dioxolan-2-yl)thien-2-yl]sulfonyl]-N-[(4-methoxyphenyl)methyl]-glycine ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 16.5 g / aq. NaHCO₃ / CH₂Cl₂ / 3 h / 20 °C

2.1: sodium hydride / dimethylformamide / 0.5 h / 0 - 5 °C

2.2: 98 percent / NaI / dimethylformamide / 18 h / 20 °C

With sodium hydride; sodium hydrogencarbonate; In dichloromethane; N,N-dimethyl-formamide; 1.1: Substitution / 2.1: deprotonation / 2.2: Alkylation;
DOI:10.1016/S0968-0896(00)00026-2